Oyster Bay Naples

Oyster Bay is a luxury waterfront community of single family homes, condos, and townhomes in Naples, Florida, with a range of options priced between $349,000 and $7,199,000. There are currently a total of 37 homes for sale in Oyster Bay. The smallest Oyster Bay home presently available is a three bedroom two bathroom residence that is 975 square feet (913SF Under Air living space), and the largest of the Oyster Bay homes currently on the market has five beds and six baths and is a 7,352 square foot (5,073SF Under Air) residence.

Pets are allowed in Oyster Bay. There is a limit of how many pets you may have.

There are two commercial airports that serve Oyster Bay - Southwest Florida International Airport (RSW), which is twenty eight miles away, and Page Field (FMY), which is 32 miles away.

Oyster Bay real estate activity on the Naples MLS during the past year (as of March 2026) reflects eighteen homes changing hands, with an average asking price of $2,446,327 and an average selling price of $2,211,639. This represents a list-to-sell price ratio of 90% and $801 per square foot. During this period, Oyster Bay homes for sale have taken an average of a long 226 or more days to sell.

In addition, there are numerous other communities in Naples to choose from, or you may browse all available Naples Real Estate, including some new construction opportunities. Homes for sale in Oyster Bay are selling quickly. Set up a new listing alert, and we will notify you immediately when a new waterfront home in Oyster Bay hits the market. You can also always contact your ZFC Real Estate agent, who would happily assist you further with all your Gulf Coast real estate needs.

Oyster Bay Homes For Sale

Reduced

$7,199,000

$7,499,000

MLS#225041921

1380 Pelican Ave
Naples, FL 34102

5

6

3

7,352 SqFt

Pool

Water Front

0.26 Acres

325 Days

New Construction

$6.9 Million

MLS#225064127

1435 Osprey Ave
Naples, FL 34102

4

4

3

5,659 SqFt

Pool

Bay Access

0.26 Acres

233 Days

Reduced

$6.5 Million

$7,200,000

MLS#225065690

1100 Sandpiper St
Naples, FL 34102

5

7

2

7,000 SqFt

Pool

Bay Access

0.24 Acres

142 Days

New Construction

$5.995 Million

MLS#225080211

1566 Curlew Ave
Naples, FL 34102

5

6

2

4,991 SqFt

Pool

Water Front

0.26 Acres

118 Days

New Construction

$5.995 Million

MLS#226001091

1456 Curlew Ave
Naples, FL 34102

4

5

2

5,521 SqFt

Pool

Water Front

0.26 Acres

67 Days

New Construction

$5,800,000

MLS#225073826

1400 Jewel Box Ave
Naples, FL 34102

4

4

2

4,161 SqFt

Pool

Water Front

0.25 Acres

139 Days

Reduced

$3.95 Million

$4,200,000

MLS#225084283

1506 Jewel Box Ave
Naples, FL 34102

4

3

2

3,270 SqFt

Pool

Water Front

0.25 Acres

81 Days

$2,895,000

MLS#225077747

1559 Chesapeake Ave
Naples, FL 34102

3

4

2

Pool

Water Front

101 Days

Under Contract

$2,650,000

$2,869,997

MLS#225073778

1515 Osprey Ave
Naples, FL 34102

3

2

2

2,501 SqFt

Pool

Water Front

0.26 Acres

162 Days

Reduced

$2.595 Million

$2,725,000

MLS#225078086

1301 Chesapeake Ave 1b
Naples, FL 34102

3

3

2

Water Front

132 Days

Reduced

$2,199,000

$2,250,000

MLS#225072824

1589 Osprey Ave
Naples, FL 34102

3

2

1

2,110 SqFt

Water Front

0.26 Acres

152 Days

Reduced

$2,199,000

$2,350,000

MLS#226009277

1525 Blue Point Ave
Naples, FL 34102

3

3

2

2,690 SqFt

Pool

Water Front

0.26 Acres

18 Days

You may also be interested in Oyster Bay in Vero Beach.

37 Active Listings in Oyster Bay